JP6299580B2 - Nematic liquid crystal composition and liquid crystal display device using the same - Google Patents

Nematic liquid crystal composition and liquid crystal display device using the same Download PDF

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JP6299580B2
JP6299580B2 JP2014255079A JP2014255079A JP6299580B2 JP 6299580 B2 JP6299580 B2 JP 6299580B2 JP 2014255079 A JP2014255079 A JP 2014255079A JP 2014255079 A JP2014255079 A JP 2014255079A JP 6299580 B2 JP6299580 B2 JP 6299580B2
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須藤 豪
豪 須藤
川上 正太郎
正太郎 川上
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Description

本発明は液晶表示材料として有用な誘電率異方性(Δε)が負の値を示すネマチック液晶組成物及びこれを用いた液晶表示素子に関する。   The present invention relates to a nematic liquid crystal composition having a negative dielectric anisotropy (Δε) useful as a liquid crystal display material, and a liquid crystal display device using the same.

液晶表示素子は、時計、電卓をはじめとして、家庭用各種電気機器、測定機器、自動車用パネル、ワープロ、電子手帳、プリンター、コンピューター、テレビ等に用いられている。液晶表示方式としては、その代表的なものにTN(捩れネマチック)型、STN(超捩れネマチック)型、DS(動的光散乱)型、GH(ゲスト・ホスト)型、IPS(インプレーンスイッチング)型、OCB(光学補償複屈折)型、ECB(電圧制御複屈折)型、VA(垂直配向)型、CSH(カラースーパーホメオトロピック)型、あるいはFLC(強誘電性液晶)等を挙げることができる。また駆動方式としてもスタティック駆動、マルチプレックス駆動、単純マトリックス方式、TFT(薄膜トランジスタ)やTFD(薄膜ダイオード)等により駆動されるアクティブマトリックス(AM)方式を挙げることができる。   Liquid crystal display elements are used in various electric appliances for home use, measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, etc., including watches and calculators. Typical liquid crystal display methods include TN (twisted nematic), STN (super twisted nematic), DS (dynamic light scattering), GH (guest / host), and IPS (in-plane switching). Type, OCB (optical compensation birefringence) type, ECB (voltage controlled birefringence) type, VA (vertical alignment) type, CSH (color super homeotropic) type, FLC (ferroelectric liquid crystal), etc. . Examples of the driving method include static driving, multiplex driving, simple matrix method, active matrix (AM) method driven by TFT (thin film transistor), TFD (thin film diode), and the like.

これらの表示方式において、IPS型、ECB型、VA型、あるいはCSH型等は、Δεが負の値を示す液晶材料を用いるという特徴を有する。これらの中で特にAM駆動によるVA型表示方式は、高速で広視野角の要求される表示素子、例えばテレビ等の用途に使用されている。   Among these display methods, the IPS type, ECB type, VA type, CSH type, and the like have a feature that a liquid crystal material having a negative value of Δε is used. Among these, the VA type display method by AM driving is used for a display element that requires a high speed and a wide viewing angle, such as a television.

VA型等の表示方式に用いられるネマチック液晶組成物には、低電圧駆動、高速応答及び広い動作温度範囲が要求される。すなわち、Δεが負で絶対値が大きく、低粘度であり、高いネマチック相−等方性液体相転移温度(Tni)が要求されている。また、屈折率異方性(Δn)とセルギャップ(d)との積であるΔn×dの設定から、液晶材料のΔnをセルギャップに合わせて適当な範囲に調節する必要がある。加えて液晶表示素子をテレビ等へ応用する場合においては高速応答性が重視されるため、粘度(η)の低い液晶材料が要求される。 A nematic liquid crystal composition used for a display method such as a VA type is required to have a low voltage drive, a high-speed response, and a wide operating temperature range. That is, Δε is negative, the absolute value is large, the viscosity is low, and a high nematic phase-isotropic liquid phase transition temperature (T ni ) is required. Further, from the setting of Δn × d, which is the product of refractive index anisotropy (Δn) and cell gap (d), it is necessary to adjust Δn of the liquid crystal material to an appropriate range according to the cell gap. In addition, when applying a liquid crystal display element to a television or the like, since high-speed response is important, a liquid crystal material having a low viscosity (η) is required.

これまでは、Δεが負でその絶対値の大きな化合物を種々検討することにより液晶組成物の特性が改良されてきた。   Until now, characteristics of liquid crystal compositions have been improved by variously examining compounds having a negative Δε and a large absolute value.

Δεが負の液晶材料として、以下のような2,3−ジフルオロフェニレン骨格を有する液晶化合物(A)及び(B)(特許文献1参照)を用いた液晶組成物が開示されている。   As a liquid crystal material having a negative Δε, a liquid crystal composition using the following liquid crystal compounds (A) and (B) having a 2,3-difluorophenylene skeleton (see Patent Document 1) is disclosed.

Figure 0006299580
Figure 0006299580

この液晶組成物は、Δεがほぼ0である化合物として液晶化合物(C)及び(D)を用いているが、この液晶組成物は、液晶テレビ等の高速応答が要求される液晶組成物においては十分に低い粘性を実現するに至っていない。   In this liquid crystal composition, liquid crystal compounds (C) and (D) are used as compounds having Δε of approximately 0. However, this liquid crystal composition is used in a liquid crystal composition that requires a high-speed response such as a liquid crystal television. A sufficiently low viscosity has not been achieved.

Figure 0006299580
Figure 0006299580

一方、式(E)で表される化合物を用いた液晶組成物も既に開示されているが、上記の液晶化合物(D)を組み合わせたΔnが小さい液晶組成物(特許文献2参照)や応答速度の改善のために液晶化合物(F)のようにアルケニル基を分子内に有する化合物(アルケニル化合物)を添加した液晶組成物(特許文献3参照)であり、高Δnと高信頼性を両立させるには更なる検討が必要であった。   On the other hand, although a liquid crystal composition using a compound represented by the formula (E) has already been disclosed, a liquid crystal composition having a small Δn combined with the liquid crystal compound (D) (see Patent Document 2) and a response speed. Is a liquid crystal composition to which a compound having an alkenyl group in the molecule (alkenyl compound) such as liquid crystal compound (F) is added (see Patent Document 3), and achieves both high Δn and high reliability. Needed further study.

Figure 0006299580
Figure 0006299580

また、式(G)で表される化合物を用いた液晶組成物は既に開示されている(特許文献4参照)が、この液晶組成物も上記の液晶化合物(F)のようにアルケニル化合物を含む化合物を含有した液晶組成物であるため、焼き付きや表示ムラ等の表示不良が発生し易い弊害があった。   A liquid crystal composition using a compound represented by the formula (G) has already been disclosed (see Patent Document 4), but this liquid crystal composition also contains an alkenyl compound as in the above liquid crystal compound (F). Since it is a liquid crystal composition containing a compound, there is a problem that display defects such as image sticking and display unevenness are likely to occur.

Figure 0006299580
Figure 0006299580

なお、アルケニル化合物を含む液晶組成物の表示不良への影響については既に開示されている(特許文献5参照)が、一般的にはアルケニル化合物の含有量が減少すると液晶組成物のηが上昇し、高速応答の達成が困難になるため、表示不良の抑制と高速応答の両立が困難であった。   In addition, the influence on the display defect of the liquid crystal composition containing the alkenyl compound has already been disclosed (see Patent Document 5), but generally, the η of the liquid crystal composition increases as the content of the alkenyl compound decreases. Since it is difficult to achieve a high-speed response, it is difficult to achieve both suppression of display defects and high-speed response.

このようにΔεが負の値を示す化合物と液晶化合物(C)、(D)及び(F)を組み合わせるのみでは、高いΔnと低いηを両立させ、なおかつ、表示不良のない又は抑制されたΔεが負の液晶組成物の開発は困難であった。
また、式(A)及び式(G)にΔεがほぼゼロである式(III−F31)を組み合わせた液晶組成物(特許文献6参照)が開示されている。しかし、液晶表示素子の製造工程では液晶組成物を液晶セルに注入する際の極低圧で、蒸気圧が低い化合物は揮発してしまうため、その含有量を増やすことが出来ないと考えられていた。このため、該液晶組成物は式(III−F31)の含有量を限定してしまっており、大きなΔnを示すものの、粘度が著しく高いという問題があった。
Thus, only by combining a compound in which Δε has a negative value and the liquid crystal compounds (C), (D), and (F), ΔΔ is compatible with high Δn and low η, and there is no display defect or suppressed Δε. However, it was difficult to develop a negative liquid crystal composition.
Further, a liquid crystal composition (see Patent Document 6) in which Formula (A) and Formula (G) are combined with Formula (III-F31) in which Δε is substantially zero is disclosed. However, in the manufacturing process of the liquid crystal display element, it was thought that a compound having a low vapor pressure volatilizes at a very low pressure when the liquid crystal composition is injected into the liquid crystal cell, and thus the content cannot be increased. . For this reason, the liquid crystal composition has a limited content of the formula (III-F31) and has a problem that the viscosity is remarkably high although it exhibits a large Δn.

Figure 0006299580
Figure 0006299580

更に、特許文献6や特許文献7において、フッ素置換されたターフェニル構造を有する化合物を用いた液晶組成物も既に開示されている。   Further, Patent Documents 6 and 7 have already disclosed liquid crystal compositions using a compound having a fluorine-substituted terphenyl structure.

また、特許文献8において、(式1)で示される指数が大きい液晶材料を使用することでホメオトロピック液晶セルの応答速度を向上させることが開示されているが、十分とは言えるものではなかった。   Patent Document 8 discloses that the response speed of a homeotropic liquid crystal cell is improved by using a liquid crystal material having a large index represented by (Equation 1), but this is not sufficient. .

Figure 0006299580
Figure 0006299580

以上のことから、液晶テレビ等の高速応答が要求される液晶組成物においては、屈折率異方性(Δn)及びネマチック相−等方性液体相転移温度(Tni)を低下させることなく、粘度(η)を十分に小さく、回転粘性(γ1)を十分に小さく、弾性定数(K33)を大きくすることが求められていた。 From the above, in a liquid crystal composition that requires a high-speed response such as a liquid crystal television, without reducing the refractive index anisotropy (Δn) and nematic phase-isotropic liquid phase transition temperature (T ni ), It has been demanded that the viscosity (η) is sufficiently small, the rotational viscosity (γ1) is sufficiently small, and the elastic constant (K 33 ) is large.

特開平8−104869号JP-A-8-104869 欧州特許出願公開第0474062号European Patent Application No. 0474402 特開2006−37054号JP 2006-37054 A 特開2001−354967号JP 2001-354967 A 特開2008−144135号JP 2008-144135 A WO2007/077872WO2007 / 077872 特開2003−327965号JP 2003-327965 A 特開2006−301643号JP 2006-301643 A

本発明が解決しようとする課題は、屈折率異方性(Δn)及びネマチック相−等方性液体相転移温度(Tni)を低下させることなく、粘度(η)が十分に小さく、回転粘性(γ1)が十分に小さく、弾性定数(K33)が大きく、絶対値が大きな負の誘電率異方性(Δε)を有する液晶組成物を提供し、更にこれを用いたVA型等の表示不良がない又は抑制された、表示品位の優れた応答速度の速い液晶表示素子を提供することにある。 The problem to be solved by the present invention is that the viscosity (η) is sufficiently small without reducing the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (T ni ), and the rotational viscosity A liquid crystal composition having a negative dielectric anisotropy (Δε) having a sufficiently small (γ1), a large elastic constant (K 33 ), and a large absolute value is provided. It is an object of the present invention to provide a liquid crystal display element which is excellent in display quality and has a high response speed, which is free from defects or suppressed.

本発明者は、種々のビフェニル誘導体及びフルオロベンゼン誘導体を検討し、特定の化合物を組み合わせることにより前記課題を解決することができることを見出し、本発明を完成するに至った。   The present inventors have studied various biphenyl derivatives and fluorobenzene derivatives, and found that the above-mentioned problems can be solved by combining specific compounds, and have completed the present invention.

本発明の液晶組成物は、第一成分として、一般式(I)   The liquid crystal composition of the present invention has the general formula (I) as the first component.

Figure 0006299580
Figure 0006299580

(式中、qは0又は1を表し、R55は炭素原子数1から10のアルキル基又は炭素原子数2から10のアルケニル基を表す。)で表される化合物を1種又は2種以上含有し、その含有量は3から25質量%であり、第二成分として、誘電率異方性(Δε)が負でその絶対値が3よりも大きな化合物を含有する液晶組成物を提供し、また、これを用いた液晶表示素子を提供する。 In the formula, q represents 0 or 1, and R 55 represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms. And a liquid crystal composition containing a compound having a content of 3 to 25% by mass and having a negative dielectric anisotropy (Δε) and an absolute value larger than 3 as a second component, In addition, a liquid crystal display element using the same is provided.

本発明の液晶組成物は、屈折率異方性(Δn)及びネマチック相−等方性液体相転移温度(Tni)を低下させることなく、粘度(η)が十分に小さく、回転粘性(γ1)が十分に小さく、弾性定数(K33)が大きく、絶対値が大きな負の誘電率異方性(Δε)を有するため、これを用いたVA型等の液晶表示素子は表示不良がない又は抑制された、表示品位の優れた応答速度の速いものである。 The liquid crystal composition of the present invention has a sufficiently small viscosity (η) and a rotational viscosity (γ1) without lowering the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (T ni ). ) Is sufficiently small, the elastic constant (K 33 ) is large, and the absolute value has a large negative dielectric anisotropy (Δε). Therefore, a VA-type liquid crystal display element using this has no display defect or Suppressed, excellent display quality and fast response speed.

本発明の液晶組成物は、第一成分として、一般式(I)で表される化合物を3から25質量%含有するが、5から20質量%であることが更に好ましく、5から15質量%であることが特に好ましい。更に詳述すると、高Δnを得るにはその含有量は10から25質量%が好ましいが、低温における析出の抑制を重視する場合にはその含有量は3から15質量%が好ましい。   The liquid crystal composition of the present invention contains 3 to 25% by mass of the compound represented by the general formula (I) as the first component, more preferably 5 to 20% by mass, and 5 to 15% by mass. It is particularly preferred that More specifically, the content is preferably 10 to 25% by mass for obtaining high Δn, but the content is preferably 3 to 15% by mass when emphasis is placed on suppression of precipitation at low temperatures.

一般式(I)中のR55は、炭素原子数1から10のアルキル基又は炭素原子数2から10のアルケニル基を表すが、炭素原子数2から5のアルキル基又は炭素原子数2から5のアルケニル基であることが更に好ましい。 R 55 in the general formula (I) represents an alkyl group having 1 to 10 carbon atoms or an alkenyl group having 2 to 10 carbon atoms, and is an alkyl group having 2 to 5 carbon atoms or 2 to 5 carbon atoms. The alkenyl group is more preferable.

一般式(I)中のqは、0又は1を表す。
具体的に一般式(I)の化合物は、式(I−A1)、式(I−A2)、式(I−A3)、式(I−A4)、式(I−A5)、式(I−B1)、式(I−B2)、式(I−B3)、式(I−B4)、(I−B5)又は式(I−B6)
Q in the general formula (I) represents 0 or 1.
Specifically, the compound of the general formula (I) has the formula (I-A1), formula (I-A2), formula (I-A3), formula (I-A4), formula (I-A5), formula (I -B1), formula (I-B2), formula (I-B3), formula (I-B4), (I-B5) or formula (I-B6)

Figure 0006299580
Figure 0006299580

Figure 0006299580
Figure 0006299580

Figure 0006299580
Figure 0006299580

Figure 0006299580
Figure 0006299580

であることが好ましく、粘性を重視する場合は、式(I−A1)、式(I−A5)、式(I−B1)又は式(I−B6)であることが好ましく、弾性定数を重視する場合は、式(I−A4)、式(I−B4)又は式(I−B5)であることが特に好ましい。
本発明の液晶組成物は、2種以上の一般式(I)の化合物を含有することも好ましく、その場合、式(I−A4)、式(I−B4)又は式(I−B5)を同時に2種以上含有することが更に好ましい。
In the case where importance is attached to the viscosity, the formula (I-A1), the formula (I-A5), the formula (I-B1) or the formula (I-B6) is preferable, and the elastic constant is considered important. In this case, the formula (I-A4), the formula (I-B4) or the formula (I-B5) is particularly preferable.
The liquid crystal composition of the present invention preferably contains two or more compounds of the general formula (I), in which case the formula (I-A4), formula (I-B4) or formula (I-B5) It is more preferable to contain two or more at the same time.

第二成分として、Δεが負でその絶対値が3よりも大きな化合物を1種又は2種以上含有するが、その含有量は10から90質量%であることが好ましく、20から80質量%が更に好ましく、30から70質量%が特に好ましい。   As the second component, Δε is negative and contains one or more compounds having an absolute value greater than 3, but the content is preferably 10 to 90% by mass, and 20 to 80% by mass. Further preferred is 30 to 70% by weight.

具体的には、第二成分は一般式(II)   Specifically, the second component is represented by the general formula (II)

Figure 0006299580
Figure 0006299580

(式中、R及びRは、それぞれ独立的に炭素原子数1から10のアルキル基、炭素原子数1から10のアルコキシル基、炭素原子数2から10のアルケニル基又は炭素原子数2から10のアルケニルオキシ基を表し、R及びR中に存在する1個の−CH−又は隣接していない2個以上の−CH−はそれぞれ独立的に−O−及び/又は−S−に置換されても良く、また、R及びR中に存在する1個又は2個以上の水素原子はそれぞれ独立的にフッ素原子又は塩素原子に置換されても良い。環A及び環Bは、それぞれ独立的にトランス−1,4−シクロへキシレン基、1,4−フェニレン基、2−フルオロ−1,4−フェニレン基、3−フルオロ−1,4−フェニレン基、3,5−ジフルオロ−1,4−フェニレン基、2,3−ジフルオロ−1,4−フェニレン基、1,4−シクロヘキセニレン基、1,4−ビシクロ[2.2.2]オクチレン基、ピペリジン−1,4−ジイル基、ナフタレン−2,6−ジイル基、デカヒドロナフタレン−2,6−ジイル基又は1,2,3,4−テトラヒドロナフタレン−2,6−ジイル基を表す。pは、0、1又は2を表す。Zは、−OCH−、−CHO−、−CFO−、−OCF−、−CHCH−、−CFCF−又は単結合を表す。)で表される化合物であることが好ましい。 Wherein R 1 and R 2 are each independently an alkyl group having 1 to 10 carbon atoms, an alkoxyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or 2 carbon atoms. represents 10 alkenyloxy group, R 1 and R present in the 2 one -CH 2 - or nonadjacent two or more -CH 2 - are each independently -O- and / or -S And one or two or more hydrogen atoms present in R 1 and R 2 may be independently substituted with a fluorine atom or a chlorine atom. Are independently trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5- Difluoro-1,4-phenylene group, 2 , 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6 -Represents a diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, p represents 0, 1 or 2. Z represents a- OCH 2 -, - CH 2 O -, - CF 2 O -, - OCF 2 -, - CH 2 CH 2 -, - CF 2 CF 2 - it or a compound represented by the representative) a single bond. preferable.

式中のR及びRは、それぞれ独立的に直鎖状の炭素原子数1から5のアルキル基、炭素原子数1から5のアルコキシル基、炭素原子数2から5のアルケニル基又は炭素原子数2から5のアルケニルオキシ基であることが更に好ましく、Rは炭素原子数1から5のアルキル基又は炭素原子数2から5のアルケニル基、Rは炭素原子数1から5のアルコキシル基であることが特に好ましい。 R 1 and R 2 in the formula are each independently a linear alkyl group having 1 to 5 carbon atoms, an alkoxyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or a carbon atom More preferably, it is an alkenyloxy group having 2 to 5 carbon atoms, R 1 is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R 2 is an alkoxyl group having 1 to 5 carbon atoms. It is particularly preferred that

式中の環A及び環Bは、それぞれ独立的にトランス−1,4−シクロへキシレン基、1,4−フェニレン基、2−フルオロ−1,4−フェニレン基、3−フルオロ−1,4−フェニレン基、3,5−ジフルオロ−1,4−フェニレン基又は2,3−ジフルオロ−1,4−フェニレン基であることが更に好ましく、トランス−1,4−シクロへキシレン基又は1,4−フェニレン基であることが特に好ましい。   Ring A and ring B in the formula are each independently a trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4. -Phenylene group, 3,5-difluoro-1,4-phenylene group or 2,3-difluoro-1,4-phenylene group is more preferable, and trans-1,4-cyclohexylene group or 1,4 A phenylene group is particularly preferred.

式中のpは、それぞれ独立的に0又は1であることが更に好ましい。   More preferably, p in the formula is independently 0 or 1.

式中のZは、−CHO−、−CFO−又は単結合であることが更に好ましく、−CHO−又は単結合であることが特に好ましい。 Z in the formula, -CH 2 O -, - yet more preferably CF 2 O-or a single bond, particularly preferably -CH 2 O-or a single bond.

本発明の液晶組成物は、第二成分を1種又は2種以上含有するが、2種から10種含有することが好ましい。   Although the liquid-crystal composition of this invention contains 1 type, or 2 or more types of 2nd components, it is preferable to contain 2 to 10 types.

一般式(II)で表される化合物は、一般式(II−A1)から一般式(II−A5)及び一般式(II−B1)から一般式(II−B5)   The compounds represented by the general formula (II) are represented by the general formula (II-A1) to the general formula (II-A5) and the general formula (II-B1) to the general formula (II-B5).

Figure 0006299580
Figure 0006299580

Figure 0006299580
Figure 0006299580

(式中、R及びRは、それぞれ独立的に炭素原子数1から5のアルキル基又は炭素原子数2から5のアルケニル基を表し、R及びR中に存在する1個又は2個以上の水素原子はそれぞれ独立的にフッ素原子に置換されても良い。)から選ばれる化合物であることが好ましく、一般式(II−A1)から一般式(II−A5)の化合物であることが更に好ましく、一般式(II−A1)又は一般式(II−A3)の化合物であることが特に好ましい。 (In the formula, R 3 and R 4 each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one or two present in R 3 and R 4 ) It is preferable that the hydrogen atom is a compound selected from the group consisting of general formulas (II-A1) to (II-A5). Are more preferable, and a compound of the general formula (II-A1) or the general formula (II-A3) is particularly preferable.

本発明の液晶組成物は、第三成分として、一般式(III−A)から一般式(III−J)   The liquid crystal composition of the present invention has, as a third component, a general formula (III-A) to a general formula (III-J)

Figure 0006299580
Figure 0006299580

(式中、Rは、炭素原子数1から5のアルキル基又は炭素原子数2から5のアルケニル基、Rは、炭素原子数1から5のアルキル基、炭素原子数1から5のアルコキシル基、炭素原子数2から5のアルケニル基又は炭素原子数2から5のアルケニルオキシ基を表す。)から選ばれる化合物を1種又は2種以上含有することが好ましい。但し、一般式(III−F)で表される化合物において、一般式(I)で表される化合物と同一の化合物は含まない。
第三成分は、一般式(III−A)、(III−D)、(III−F)、(III−G)及び(III−H)から選ばれる化合物であることが更に好ましい。また、一般式(III−A)で表される化合物においては、Rは炭素原子数2から5のアルケニル基、Rは炭素原子数1から5のアルキル基又は炭素原子数2から5のアルケニル基であることが好ましい。
(Wherein R 5 is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R 6 is an alkyl group having 1 to 5 carbon atoms, and an alkoxyl having 1 to 5 carbon atoms. A group, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms) is preferably contained. However, the compound represented by the general formula (III-F) does not include the same compound as the compound represented by the general formula (I).
The third component is more preferably a compound selected from general formulas (III-A), (III-D), (III-F), (III-G) and (III-H). In the compound represented by the general formula (III-A), R 5 is an alkenyl group having 2 to 5 carbon atoms, R 6 is an alkyl group having 1 to 5 carbon atoms, or an alkyl group having 2 to 5 carbon atoms. An alkenyl group is preferred.

更なる成分として、一般式(V)で表される化合物を1種又は2種以上含有することが好ましい。   As a further component, it is preferable to contain one or more compounds represented by formula (V).

Figure 0006299580
Figure 0006299580

式中、R21及びR22はそれぞれ独立的に炭素原子数1から8のアルキル基、炭素原子数1から8のアルコキシル基、炭素原子数2から8のアルケニル基又は炭素原子数2から8のアルケニルオキシル基を表すが、炭素原子数1から5のアルキル基又は炭素原子数2から5のアルケニル基が好ましい。 In the formula, R 21 and R 22 are each independently an alkyl group having 1 to 8 carbon atoms, an alkoxyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkyl group having 2 to 8 carbon atoms. Although an alkenyloxyl group is represented, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is preferable.

本発明の液晶組成物は、一般式(I)、一般式(II−A1)及び一般式(III−A)の化合物を同時に含有することが好ましく、一般式(I)、一般式(II−A3)及び一般式(III−A)の化合物を同時に含有することが好ましく、一般式(I)、一般式(II−B1)及び一般式(III−A)の化合物を同時に含有することが好ましく、式(I)、一般式(II−B2)及び一般式(III−A)の化合物を同時に含有することが好ましく、式(I)、一般式(II−B3)及び一般式(III−A)の化合物を同時に含有することが好ましく、式(I)、一般式(II−B4)、及び一般式(III−A)の化合物を同時に含有することが好ましい。   The liquid crystal composition of the present invention preferably contains the compounds of general formula (I), general formula (II-A1) and general formula (III-A) at the same time. It is preferable to contain the compound of A3) and general formula (III-A) simultaneously, and it is preferable to contain the compound of general formula (I), general formula (II-B1), and general formula (III-A) simultaneously. It is preferable that the compounds of the formula (I), the general formula (II-B2) and the general formula (III-A) are simultaneously contained, and the formula (I), the general formula (II-B3) and the general formula (III-A) The compound of formula (I), the general formula (II-B4), and the compound of the general formula (III-A) are preferably contained at the same time.

本発明の液晶組成物は、一般式(I)、一般式(II−A1)、一般式(II−A3)及び一般式(III−A)の化合物を同時に含有することが更に好ましく、一般式(I)、一般式(II−B1)、一般式(II−B2)及び一般式(III−A)の化合物を同時に含有することが更に好ましく、一般式(I)、一般式(II−B1)、一般式(II−B3)及び一般式(III−A)の化合物を同時に含有することが更に好ましく、一般式(I)、一般式(II−B1)、一般式(II−B4)及び一般式(III−A)の化合物を同時に含有することが更に好ましく、一般式(I)、一般式(II−B2)、一般式(II−B3)及び一般式(III−A)の化合物を同時に含有することが更に好ましく、一般式(I)、一般式(II−B2)、一般式(II−B4)及び一般式(III−A)の化合物を同時に含有することが更に好ましい。   The liquid crystal composition of the present invention further preferably contains compounds of general formula (I), general formula (II-A1), general formula (II-A3) and general formula (III-A) at the same time. More preferably, the compounds of formula (I), general formula (II-B1), general formula (II-B2) and general formula (III-A) are simultaneously contained. ), A compound of the general formula (II-B3) and a compound of the general formula (III-A) is more preferable, and the compounds of the general formula (I), general formula (II-B1), general formula (II-B4) and More preferably, the compound of general formula (III-A) is contained at the same time, and the compounds of general formula (I), general formula (II-B2), general formula (II-B3) and general formula (III-A) are included. It is more preferable to contain them at the same time. --B2), it is more preferable to contain the compounds of general formula (II-B4) and the general formula (III-A) at the same time.

本発明の液晶組成物は、式(I−A4)、式(I−B5)及び一般式(II)の化合物を同時に含有することも好ましく、この場合、式(I−A4)、式(I−B5)、一般式(II)及び一般式(III−A)の化合物を同時に含有することが更に好ましく、式(I−A4)、式(I−B5)、一般式(II)、一般式(III−A)及び一般式(V)の化合物を同時に含有することが特に好ましい。   The liquid crystal composition of the present invention preferably contains the compounds of formula (I-A4), formula (I-B5) and general formula (II) at the same time. In this case, the compounds of formula (I-A4), formula (I -B5), a compound represented by general formula (II) and a compound represented by general formula (III-A) are more preferably contained at the same time. Formula (I-A4), formula (I-B5), general formula (II), general formula It is particularly preferred to contain (III-A) and the compound of general formula (V) simultaneously.

本発明の液晶組成物は、25℃における誘電率異方性(Δε)が−2.0から−8.0であるが、−2.0から−6.0が好ましく、−2.0から−5.0がより好ましく、−2.5から−4.0が特に好ましい。   The liquid crystal composition of the present invention has a dielectric anisotropy (Δε) at 25 ° C. of −2.0 to −8.0, preferably −2.0 to −6.0, and −2.0 to -5.0 is more preferable, and -2.5 to -4.0 is particularly preferable.

本発明の液晶組成物は、20℃における屈折率異方性(Δn)が0.08から0.14であるが、0.09から0.13がより好ましく、0.09から0.12が特に好ましい。更に詳述すると、薄いセルギャップに対応する場合は0.10から0.13であることが好ましく、厚いセルギャップに対応する場合は0.08から0.10であることが好ましい。   The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and 0.09 to 0.12. Particularly preferred. More specifically, it is preferably 0.10 to 0.13 when dealing with a thin cell gap, and preferably 0.08 to 0.10 when dealing with a thick cell gap.

本発明の液晶組成物は、20℃における粘度(η)が10から30mPa・sであるが、10から25mPa・sであることがより好ましく、10から22mPa・sであることが特に好ましい。   The liquid crystal composition of the present invention has a viscosity (η) at 20 ° C. of 10 to 30 mPa · s, more preferably 10 to 25 mPa · s, and particularly preferably 10 to 22 mPa · s.

本発明の液晶組成物は、20℃における回転粘性(γ)が60から130mPa・sであるが、60から110mPa・sであることがより好ましく、60から100mPa・sであることが特に好ましい。 The liquid crystal composition of the present invention has a rotational viscosity (γ 1 ) at 20 ° C. of 60 to 130 mPa · s, more preferably 60 to 110 mPa · s, and particularly preferably 60 to 100 mPa · s. .

本発明の液晶組成物は、ネマチック相−等方性液体相転移温度(Tni)が60℃から120℃であるが、70℃から100℃がより好ましく、70℃から85℃が特に好ましい。 The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T ni ) of 60 ° C to 120 ° C, more preferably 70 ° C to 100 ° C, and particularly preferably 70 ° C to 85 ° C.

本発明の液晶組成物は、上述の化合物以外に、通常のネマチック液晶、スメクチック液晶、コレステリック液晶、酸化防止剤、紫外線吸収剤、重合性モノマーなどを含有しても良い。   The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a polymerizable monomer and the like in addition to the above-described compounds.

例えば、重合性モノマーとしてビフェニル誘導体、ターフェニル誘導体などの重合性化合物を0.01%から2質量%含有することが好ましい。更に詳述すると、本発明の液晶組成物は、一般式(IV)   For example, the polymerizable monomer preferably contains 0.01% to 2% by mass of a polymerizable compound such as a biphenyl derivative or a terphenyl derivative. More specifically, the liquid crystal composition of the present invention has the general formula (IV).

Figure 0006299580
Figure 0006299580

で表される重合性化合物を1種又は2種以上含有することが好ましい。 It is preferable to contain 1 type, or 2 or more types of the polymerizable compound represented by these.

式中、R及びRは、それぞれ独立的に式(R−1)から式(R−15) In the formula, R 7 and R 8 are each independently the formulas (R-1) to (R-15).

Figure 0006299580
Figure 0006299580

のいずれかを表し、XからXはそれぞれ独立的にトリフルオロメチル基、トリフルオロメトキシ基、フッ素原子又は水素原子を表す。 X 1 to X 8 each independently represents a trifluoromethyl group, a trifluoromethoxy group, a fluorine atom or a hydrogen atom.

一般式(IV)におけるビフェニル骨格の構造は、式(IV−11)から式(IV−14)であることが更に好ましく、式(IV−11)であることが特に好ましい。   The structure of the biphenyl skeleton in the general formula (IV) is more preferably the formula (IV-11) to the formula (IV-14), and particularly preferably the formula (IV-11).

Figure 0006299580
Figure 0006299580

式(IV−11)から式(IV−14)で表される骨格を含む重合性化合物は重合後の配向規制力が最適であり、良好な配向状態が得られる。   The polymerizable compound containing a skeleton represented by the formulas (IV-11) to (IV-14) has an optimum alignment regulating force after polymerization, and a good alignment state is obtained.

重合性化合物である一般式(IV)を含有した、本発明の重合性化合物含有液晶組成物は、低い粘度(η)、低い回転粘性(γ)及び大きな弾性定数(K33)が得られるため、これを用いたPSAモード又はPSVAモードの液晶表示素子は高速応答が実現できる。 The polymerizable compound-containing liquid crystal composition of the present invention containing the general formula (IV) which is a polymerizable compound has a low viscosity (η), a low rotational viscosity (γ 1 ), and a large elastic constant (K 33 ). Therefore, a PSA mode or PSVA mode liquid crystal display element using this can realize a high-speed response.

本発明の液晶組成物を用いた液晶表示素子は、高速応答という顕著な特徴を有用しており、特に、アクティブマトリックス駆動用液晶表示素子に有用であり、VAモード、PSVAモード、PSAモード、IPSモード又はECBモード用に適用できる。   The liquid crystal display device using the liquid crystal composition of the present invention has a remarkable feature of high-speed response, and is particularly useful for a liquid crystal display device for active matrix driving, and includes VA mode, PSVA mode, PSA mode, IPS. Applicable for mode or ECB mode.

以下に実施例を挙げて本発明を更に詳述するが、本発明はこれらの実施例に限定されるものではない。また、以下の実施例及び比較例の組成物における「%」は『質量%』を意味する。
実施例において化合物の記載について以下の略号を用いる。
(側鎖)
-n -CnH2n+1 炭素数nの直鎖状のアルキル基
n- CnH2n+1- 炭素数nの直鎖状のアルキル基
-On -OCnH2n+1 炭素数nの直鎖状のアルコキシル基
nO- CnH2n+1O- 炭素数nの直鎖状のアルコキシル基
-V -CH=CH2
V- CH2=CH-
-V1 -CH=CH-CH3
1V- CH3-CH=CH-
-2V -CH2-CH2-CH=CH3
V2- CH3=CH-CH2-CH2-
-2V1 -CH2-CH2-CH=CH-CH3
1V2- CH3-CH=CH-CH2-CH2
(環構造)
EXAMPLES The present invention will be described in further detail with reference to examples below, but the present invention is not limited to these examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “% by mass”.
The following abbreviations are used for the description of compounds in the examples.
(Side chain)
-n -C n H 2n + 1 linear alkyl group with n carbon atoms
n- C n H 2n + 1- linear alkyl group with n carbon atoms
-On -OC n H 2n + 1 linear alkoxyl group with n carbon atoms
nO- C n H 2n + 1 O- Linear alkoxyl group with n carbon atoms
-V -CH = CH 2
V- CH 2 = CH-
-V1 -CH = CH-CH 3
1V- CH 3 -CH = CH-
-2V -CH 2 -CH 2 -CH = CH 3
V2- CH 3 = CH-CH 2 -CH 2-
-2V1 -CH 2 -CH 2 -CH = CH-CH 3
1V2- CH 3 -CH = CH-CH 2 -CH 2
(Ring structure)

Figure 0006299580
Figure 0006299580

実施例中、測定した特性は以下の通りである。   In the examples, the measured characteristics are as follows.

ni :ネマチック相−等方性液体相転移温度(℃)
Δn :20℃における屈折率異方性
Δε :25℃における誘電率異方性
η :20℃における粘度(mPa・s)
γ :20℃における回転粘性(mPa・s)
33 :20℃における弾性定数K33(pN)
(比較例1、実施例1、実施例2、実施例3及び実施例4)
LC−A(比較例1)、LC−1(実施例1)、LC−2(実施例2)、LC−3(実施例3)及びLC−4(実施例4)の液晶組成物を調製し、その物性値を測定した。液晶組成物の構成とその物性値の結果は表1のとおりであった。
T ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 20 ° C. Δε: dielectric anisotropy at 25 ° C. η: viscosity at 20 ° C. (mPa · s)
γ 1 : rotational viscosity at 20 ° C. (mPa · s)
K 33 : Elastic constant at 20 ° C. K 33 (pN)
(Comparative Example 1, Example 1, Example 2, Example 3 and Example 4)
LC-A (Comparative Example 1), LC-1 (Example 1), LC-2 (Example 2), LC-3 (Example 3) and LC-4 (Example 4) liquid crystal compositions were prepared. The physical property values were measured. The composition of the liquid crystal composition and the results of its physical properties are shown in Table 1.

Figure 0006299580
Figure 0006299580

本発明の液晶組成物LC−1、LC−2、LC−3及びLC−4は、粘度(η)が小さく、回転粘性(γ)が小さく、弾性定数(K33)が大きく、γ/K33がそれぞれ6.7、6.1、6.0及び6.0であり、比較例であるLC−Aのそれよりも顕著に小さな値であった。これらを使用した液晶表示素子の応答速度を測定したところ、LC−1、LC−2、LC−3及びLC−4は、十分に高速応答であり、LC−Aよりも10%から20%程度高速であった。更に、電圧保持率(VHR)を測定したところ、高いVHRを有していることが確認された。なお、セル厚は3.5um、配向膜はJALS2096であり、応答速度の測定条件は、Vonは5.5V、Voffは1.0V、測定温度は20℃で、AUTRONIC−MELCHERS社のDMS301を用いた。VHRの測定条件は電圧5V、周波数60Hz、温度60℃で、東陽テクニカ株式会社のVHR−1を用いた。
(比較例2、実施例5、実施例6及び実施例7)
LC−B(比較例2)、LC−5(実施例5)、LC−6(実施例6)及びLC−7(実施例7)の液晶組成物を調製し、その物性値を測定した。液晶組成物の構成とその物性値の結果は表2のとおりであった。
The liquid crystal compositions LC-1, LC-2, LC-3 and LC-4 of the present invention have a small viscosity (η), a small rotational viscosity (γ 1 ), a large elastic constant (K 33 ), and a γ 1 / K 33 is 6.7,6.1,6.0 and 6.0, respectively, it was significantly smaller than that of the LC-a as a comparative example. When the response speed of the liquid crystal display element using these was measured, LC-1, LC-2, LC-3, and LC-4 are sufficiently high-speed responses, and about 10% to 20% than LC-A. It was fast. Furthermore, when the voltage holding ratio (VHR) was measured, it was confirmed that it had high VHR. The cell thickness is 3.5 μm, the alignment film is JALS2096, the response speed measurement conditions are Von 5.5 V, Voff 1.0 V, measurement temperature 20 ° C., and AUTRONIC-MELCHERS DMS301 is used. It was. VHR measurement conditions were a voltage of 5 V, a frequency of 60 Hz, and a temperature of 60 ° C., and VHR-1 manufactured by Toyo Technica Co., Ltd. was used.
(Comparative Example 2, Example 5, Example 6 and Example 7)
LC-B (Comparative Example 2), LC-5 (Example 5), LC-6 (Example 6) and LC-7 (Example 7) liquid crystal compositions were prepared and their physical properties were measured. The composition of the liquid crystal composition and the results of its physical properties are shown in Table 2.

Figure 0006299580
Figure 0006299580

本発明の液晶組成物LC−5、LC−6及びLC−7は、粘度(η)が小さく、回転粘性(γ)が小さく、弾性定数(K33)が大きく、γ/K33がそれぞれ7.3、6.9及び7.0であり、比較例であるLC−Bのそれよりも顕著に小さな値であった。これらを使用した液晶表示素子の応答速度を測定したところ、LC−5、LC−6及びLC−7は、十分に高速応答であり、LC−Bよりも10%以上高速であった。更に、電圧保持率(VHR)を測定したところ、高いVHRを有していることが確認された。なお、セル厚は3.5um、配向膜はJALS2096であり、応答速度の測定条件は、Vonは5.5V、Voffは1.0V、測定温度は20℃で、AUTRONIC−MELCHERS社のDMS301を用いた。VHRの測定条件は電圧5V、周波数60Hz、温度60℃で、東陽テクニカ株式会社のVHR−1を用いた。 The liquid crystal compositions LC-5, LC-6 and LC-7 of the present invention have a small viscosity (η), a small rotational viscosity (γ 1 ), a large elastic constant (K 33 ), and a γ 1 / K 33 of The values were 7.3, 6.9, and 7.0, respectively, which were significantly smaller than those of the comparative example LC-B. When the response speed of the liquid crystal display element using these was measured, LC-5, LC-6, and LC-7 were sufficiently high-speed responses, and were 10% or more faster than LC-B. Furthermore, when the voltage holding ratio (VHR) was measured, it was confirmed that it had high VHR. The cell thickness is 3.5 μm, the alignment film is JALS2096, the response speed measurement conditions are Von 5.5 V, Voff 1.0 V, measurement temperature 20 ° C., and AUTRONIC-MELCHERS DMS301 is used. It was. VHR measurement conditions were a voltage of 5 V, a frequency of 60 Hz, and a temperature of 60 ° C., and VHR-1 manufactured by Toyo Technica Co., Ltd. was used.

以上のことから、本発明の液晶組成物は、屈折率異方性(Δn)及びネマチック相−等方性液体相転移温度(Tni)を低下させることなく、粘度(η)が十分に小さく、回転粘性(γ)が十分に小さく、弾性定数(K33)が大きな、絶対値が大きな負の誘電率異方性(Δε)を有するものであり、これを用いたVA型液晶表示素子は表示品位の優れた応答速度の速いものであることが確認された。
(比較例3、実施例8、実施例9及び実施例10)
LC−C(比較例3)、LC−8(実施例8)、LC−9(実施例9)及びLC−10(実施例10)の液晶組成物を調製し、その物性値を測定した。液晶組成物の構成とその物性値の結果は表3のとおりであった。
From the above, the liquid crystal composition of the present invention has a sufficiently small viscosity (η) without lowering the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (T ni ). VA-type liquid crystal display element using a negative viscosity anisotropy (Δε) having a sufficiently small rotational viscosity (γ 1 ), a large elastic constant (K 33 ), and a large absolute value Was confirmed to have excellent display quality and quick response speed.
(Comparative Example 3, Example 8, Example 9 and Example 10)
LC-C (Comparative Example 3), LC-8 (Example 8), LC-9 (Example 9) and LC-10 (Example 10) liquid crystal compositions were prepared and their physical properties were measured. The composition of the liquid crystal composition and the results of its physical property values are shown in Table 3.

Figure 0006299580
Figure 0006299580

本発明の液晶組成物LC−8、LC−9及びLC−10は、粘度(η)が小さく、回転粘性(γ)が小さく、弾性定数(K33)が大きく、γ/K33がそれぞれ、6.1、6.6及び6.4であり、比較例3であるLC−Cのそれよりも顕著に小さな値であった。これらを使用した液晶表示素子の応答速度を測定したところ、LC−8、LC−9及びLC−10は、十分に高速応答であり、LC−Cよりも20%から30%程度高速であった。更に、電圧保持率(VHR)を測定し、高いVHRを有していることが確認された。なお、セル厚は3.5um、配向膜はJALS2096であり、応答速度の測定条件は、Vonは5.5V、Voffは1.0V、測定温度は20℃で、AUTRONIC−MELCHERS社のDMS301を用いた。VHRの測定条件は電圧5V、周波数60Hz、温度60℃で、東陽テクニカ株式会社のVHR−1を用いた。 The liquid crystal compositions LC-8, LC-9 and LC-10 of the present invention have a small viscosity (η), a small rotational viscosity (γ 1 ), a large elastic constant (K 33 ), and a γ 1 / K 33 of The values were 6.1, 6.6, and 6.4, respectively, which were significantly smaller than those of LC-C as Comparative Example 3. When the response speed of the liquid crystal display element using these was measured, LC-8, LC-9, and LC-10 were sufficiently high-speed responses, and were about 20% to 30% faster than LC-C. . Furthermore, the voltage holding ratio (VHR) was measured and confirmed to have a high VHR. The cell thickness is 3.5 μm, the alignment film is JALS2096, the response speed measurement conditions are Von 5.5 V, Voff 1.0 V, measurement temperature 20 ° C., and AUTRONIC-MELCHERS DMS301 is used. It was. VHR measurement conditions were a voltage of 5 V, a frequency of 60 Hz, and a temperature of 60 ° C., and VHR-1 manufactured by Toyo Technica Co., Ltd. was used.

以上のことから、本発明の液晶組成物は、屈折率異方性(Δn)及びネマチック相−等方性液体相転移温度(Tni)を低下させることなく、粘度(η)が十分に小さく、回転粘性(γ)が十分に小さく、弾性定数(K33)が大きな、絶対値が大きな負の誘電率異方性(Δε)を有するものであり、これを用いたVA型液晶表示素子は表示品位の優れた応答速度の速いものであることが確認された。 From the above, the liquid crystal composition of the present invention has a sufficiently small viscosity (η) without lowering the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (T ni ). VA-type liquid crystal display element using a negative viscosity anisotropy (Δε) having a sufficiently small rotational viscosity (γ 1 ), a large elastic constant (K 33 ), and a large absolute value Was confirmed to have excellent display quality and quick response speed.

Claims (14)

第一成分として、一般式(I)
Figure 0006299580
(式中、qは0又は1を表し、R55は炭素原子数炭素原子数2から10のアルケニル基を表す。)で表される化合物を1種又は2種以上含有し、その含有量は3から25質量%であり、第二成分として、一般式(II)
Figure 0006299580
(式中、R及びRは、それぞれ独立的に炭素原子数1から10のアルキル基、炭素原子数1から10のアルコキシル基、炭素原子数2から10のアルケニル基又は炭素原子数2から10のアルケニルオキシ基を表し、R及びR中に存在する1個の−CH−又は隣接していない2個以上の−CH−はそれぞれ独立的に−O−及び/又は−S−に置換されても良く、また、R及びR中に存在する1個又は2個以上の水素原子はそれぞれ独立的にフッ素原子又は塩素原子に置換されても良い。環Aはトランス−1,4−シクロへキシレン基、1,4−フェニレン基、2−フルオロ−1,4−フェニレン基、3−フルオロ−1,4−フェニレン基、3,5−ジフルオロ−1,4−フェニレン基、2,3−ジフルオロ−1,4−フェニレン基、1,4−シクロヘキセニレン基、1,4−ビシクロ[2.2.2]オクチレン基、ピペリジン−1,4−ジイル基、ナフタレン−2,6−ジイル基、デカヒドロナフタレン−2,6−ジイル基又は1,2,3,4−テトラヒドロナフタレン−2,6−ジイル基を表し、環Bは1,4−フェニレン基、2−フルオロ−1,4−フェニレン基、3−フルオロ−1,4−フェニレン基、3,5−ジフルオロ−1,4−フェニレン基、2,3−ジフルオロ−1,4−フェニレン基、1,4−シクロヘキセニレン基、1,4−ビシクロ[2.2.2]オクチレン基、ピペリジン−1,4−ジイル基、ナフタレン−2,6−ジイル基、デカヒドロナフタレン−2,6−ジイル基又は1,2,3,4−テトラヒドロナフタレン−2,6−ジイル基を表す。pは、0、1又は2を表す。Zは単結合を表す。)で表される化合物群から選ばれる化合物を1種又は2種以上含有することを特徴とする液晶組成物。
As the first component, the general formula (I)
Figure 0006299580
(In the formula, q represents 0 or 1, R 55 represents an alkenyl group having 2 to 10 carbon atoms) and contains one or more compounds represented by 3 to 25% by weight, and the second component is represented by the general formula (II)
Figure 0006299580
Wherein R 1 and R 2 are each independently an alkyl group having 1 to 10 carbon atoms, an alkoxyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or 2 carbon atoms. represents 10 alkenyloxy group, R 1 and R present in the 2 one -CH 2 - or nonadjacent two or more -CH 2 - are each independently -O- and / or -S And one or more hydrogen atoms present in R 1 and R 2 may be each independently substituted with a fluorine atom or a chlorine atom, and ring A is trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group 2,3-difluoro-1,4- Phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2 , 6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, ring B is 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro group -1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2 2.2] Octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2, 6-jii P represents 0, 1 or 2. Z represents a single bond.) A liquid crystal composition comprising one or more compounds selected from the group of compounds represented by: .
25℃における誘電率異方性(Δε)が−2.0から−8.0の範囲であり、20℃における屈折率異方性(Δn)が0.08から0.14の範囲であり、20℃における粘度(η)が10から30mPa・sの範囲であり、20℃における回転粘性(γ1)が60から130mPa・sの範囲であり、ネマチック相−等方性液体相転移温度(Tni)が60℃から120℃の範囲である請求項1に記載の液晶組成物。 The dielectric anisotropy (Δε) at 25 ° C. is in the range of −2.0 to −8.0, the refractive index anisotropy (Δn) at 20 ° C. is in the range of 0.08 to 0.14, The viscosity (η) at 20 ° C. is in the range of 10 to 30 mPa · s, the rotational viscosity at 20 ° C. (γ1) is in the range of 60 to 130 mPa · s, and the nematic phase-isotropic liquid phase transition temperature (T ni 2) is in the range of 60 ° C. to 120 ° C. 2. 第二成分の含有量が10から90質量%である請求項1又は2に記載の液晶組成物。 The liquid crystal composition according to claim 1 or 2, wherein the content of the second component is 10 to 90% by mass. 第二成分として、一般式(II)が一般式(II−B2)、一般式(II−B4)又は一般式(II−B5)
Figure 0006299580

(式中、R及びRは、それぞれ独立的に炭素原子数1から5のアルキル基又は炭素原子数2から5のアルケニル基を表し、R及びR中に存在する1個又は2個以上の水素原子はそれぞれ独立的にフッ素原子に置換されても良い。)である請求項1から3のいずれか一項に記載の液晶組成物。
As the second component, general formula (II) is general formula (II-B2), general formula (II-B4) or general formula (II-B5).
Figure 0006299580

(In the formula, R 3 and R 4 each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one or two present in R 3 and R 4 ) The liquid crystal composition according to any one of claims 1 to 3, wherein at least one hydrogen atom may be independently substituted with a fluorine atom.
一般式(I)が式(I−A4)、式(I−B4)又は式(I−B5)
Figure 0006299580
Figure 0006299580
で表される化合物である請求項1から4のいずれか一項に記載の液晶組成物。
General formula (I) is formula (I-A4), formula (I-B4) or formula (I-B5)
Figure 0006299580
Figure 0006299580
The liquid crystal composition according to claim 1, wherein the liquid crystal composition is a compound represented by the formula:
第三成分として、一般式(III−A)から一般式(III−J)
Figure 0006299580
(式中、Rは、炭素原子数1から5のアルキル基又は炭素原子数2から5のアルケニル基、Rは、炭素原子数1から5のアルキル基、炭素原子数1から5のアルコキシル基、炭素原子数2から5のアルケニル基又は炭素原子数2から5のアルケニルオキシ基を表す。ただし、一般式(III−F)で表される化合物において、一般式(I)で表される化合物と同一の化合物は含まない。)で表される化合物群から選ばれる化合物を1種又は2種以上含有する請求項1から5のいずれか一項に記載の液晶組成物。
As the third component, from general formula (III-A) to general formula (III-J)
Figure 0006299580
(Wherein R 5 is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R 6 is an alkyl group having 1 to 5 carbon atoms, and an alkoxyl having 1 to 5 carbon atoms. Group, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, provided that the compound represented by the general formula (III-F) is represented by the general formula (I) The liquid crystal composition according to any one of claims 1 to 5, comprising one or more compounds selected from the group of compounds represented by the following formula:
一般式(I)、一般式(II−B2)及び一般式(III−A)を同時に含有する請求項6に記載の液晶組成物。 The liquid crystal composition according to claim 6, which contains the general formula (I), the general formula (II-B2), and the general formula (III-A) at the same time. 一般式(I)、一般式(II−B4)及び一般式(III−A)を同時に含有する請求項6に記載の液晶組成物。 The liquid crystal composition according to claim 6, which contains the general formula (I), the general formula (II-B4), and the general formula (III-A) at the same time. 一般式(I)、一般式(II−B2)、一般式(II−B4)及び一般式(III−A)を同時に含有する請求項6に記載の液晶組成物。 The liquid crystal composition according to claim 6, comprising the general formula (I), the general formula (II-B2), the general formula (II-B4) and the general formula (III-A) simultaneously. 重合性化合物を1種又は2種以上含有する請求項1からのいずれか1項に記載の液晶組成物。 The liquid crystal composition according to any one of claims 1 to 9 , comprising one or more polymerizable compounds. 重合性化合物が一般式(IV)
Figure 0006299580
(式中、R及びRは、それぞれ独立的に式(R−1)から式(R−15)
Figure 0006299580
のいずれかを表し、XからXはそれぞれ独立的にトリフルオロメチル基、トリフルオロメトキシ基、フッ素原子又は水素原子を表す。)である請求項10に記載の液晶組成物。
The polymerizable compound is represented by the general formula (IV)
Figure 0006299580
(Wherein R 7 and R 8 are each independently formula (R-1) to formula (R-15)
Figure 0006299580
X 1 to X 8 each independently represents a trifluoromethyl group, a trifluoromethoxy group, a fluorine atom or a hydrogen atom. The liquid crystal composition according to claim 10 .
請求項1から11のいずれか1項に記載の液晶組成物を用いた液晶表示素子。 The liquid crystal display element using the liquid-crystal composition of any one of Claim 1 to 11 . 請求項1から11のいずれか1項に記載の液晶組成物を用いたアクティブマトリックス駆動用液晶表示素子。 Active matrix driving liquid crystal display device using the liquid crystal composition according to any one of claims 1 to 11. 請求項1から11のいずれか1項に記載の液晶組成物を用いたVAモード、PSAモード、PSVAモード、IPSモード又はECBモード用液晶表示素子。 VA mode using the liquid crystal composition according to any one of claims 1 to 11, PSA mode, PSVA mode, IPS mode or ECB mode liquid crystal display device.
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